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EC number: 428-040-8 | CAS number: 138261-41-3
- Life Cycle description
- Uses advised against
- Endpoint summary
- Appearance / physical state / colour
- Melting point / freezing point
- Boiling point
- Density
- Particle size distribution (Granulometry)
- Vapour pressure
- Partition coefficient
- Water solubility
- Solubility in organic solvents / fat solubility
- Surface tension
- Flash point
- Auto flammability
- Flammability
- Explosiveness
- Oxidising properties
- Oxidation reduction potential
- Stability in organic solvents and identity of relevant degradation products
- Storage stability and reactivity towards container material
- Stability: thermal, sunlight, metals
- pH
- Dissociation constant
- Viscosity
- Additional physico-chemical information
- Additional physico-chemical properties of nanomaterials
- Nanomaterial agglomeration / aggregation
- Nanomaterial crystalline phase
- Nanomaterial crystallite and grain size
- Nanomaterial aspect ratio / shape
- Nanomaterial specific surface area
- Nanomaterial Zeta potential
- Nanomaterial surface chemistry
- Nanomaterial dustiness
- Nanomaterial porosity
- Nanomaterial pour density
- Nanomaterial photocatalytic activity
- Nanomaterial radical formation potential
- Nanomaterial catalytic activity
- Endpoint summary
- Stability
- Biodegradation
- Bioaccumulation
- Transport and distribution
- Environmental data
- Additional information on environmental fate and behaviour
- Ecotoxicological Summary
- Aquatic toxicity
- Endpoint summary
- Short-term toxicity to fish
- Long-term toxicity to fish
- Short-term toxicity to aquatic invertebrates
- Long-term toxicity to aquatic invertebrates
- Toxicity to aquatic algae and cyanobacteria
- Toxicity to aquatic plants other than algae
- Toxicity to microorganisms
- Endocrine disrupter testing in aquatic vertebrates – in vivo
- Toxicity to other aquatic organisms
- Sediment toxicity
- Terrestrial toxicity
- Biological effects monitoring
- Biotransformation and kinetics
- Additional ecotoxological information
- Toxicological Summary
- Toxicokinetics, metabolism and distribution
- Acute Toxicity
- Irritation / corrosion
- Sensitisation
- Repeated dose toxicity
- Genetic toxicity
- Carcinogenicity
- Toxicity to reproduction
- Specific investigations
- Exposure related observations in humans
- Toxic effects on livestock and pets
- Additional toxicological data
Hydrolysis
Administrative data
Link to relevant study record(s)
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- key study
- Study period:
- 03 Sep 2013 - 31 Jan 2014
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- guideline study
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 111 (Hydrolysis as a Function of pH)
- Version / remarks:
- adopted in 2004
- Deviations:
- yes
- Remarks:
- Recoveries for later stages of the experiments, given by respective mass balances, are not provided
- GLP compliance:
- yes (incl. QA statement)
- Radiolabelling:
- no
- Analytical monitoring:
- yes
- Details on sampling:
- - Sampling intervals for the parent/transformation products: depending on pH treatment: 0 hours, 2 hours, 6 hours, day 1, 2, 4, 5, 6, 7, 8, 9, 11, 12, 14, 16, 19, 20, 21, 24, 26, 28, 31.
- Sampling method: At each timepoint, duplicate samples were removed from the constant temperature environment and stored until analysis.
- Sampling intervals/times for pH measurements: The pH of the samples was measured after the HPLC sequence was finished. pH did not significantly change during the course of the study, except for the pH9 at 20°C hydrolysis set.
- Sample storage conditions before analysis: After incubation the samples were transferred into a freezer to prevent a possible further hydrolysis. When the last sampling interval was finished, the samples were thawed, homogenized and subsequently placed in the auto sampler of the HPLC for analysis. - Buffers:
- - pH: 4, 7 and 9
- Composition of buffer:
pH 4: 410 mL of stock solution A (5.997 g of acetic acid made up to 1000 mL with destilled water) and 90 mL of stock solution B (27.215 g sodium acetate trihydrate [CH3COONa * 3 H2O] were made up to 1000 mL with destilled water) were made up to 1000 mL with destilled water;
pH 7: 306 mL of stock solution B (11.878 g disodium hydrogen phosphate - dihydrate [Na2HPO4 * 2 H2O] were made up to 1000 mL with destilled water) were made up to 500 mL with stock solution A (9.075 g of potassium dihydrogen phosphate [KH2PO4] were made up to 1000 mL with destilled water);
pH 9: 150 mL of stock solution B (0.1 M hydrochlorid acid) were made up to 1000 mL with stock solution A (19.068 g borax [Na2B4O7 * 10 H2O] were made up to 1000 mL with destilled water). - Details on test conditions:
- TEST SYSTEM
- Type, material and volume of test flasks, other equipment used: incubation in HPLC vials
- Sterilisation method: All buffer solutions were completely filtered over a presterilized 0.22 µm "Satorius stedim, Sartolab 180C3 Disposable vacuum Filter Unit" with connected sterilized stock bottle.
- Cleaning and sterilization of used glassware: All glassware and materials which were in contact with the measuring solutions were cleaned thoroughly in a laboratory cleaning machine at 80 °C. Then the equipment was stored in a drying oven at 180 °C for at minimum 4 hours, before they were used. Thermally sensitive material like caps for HPLC vials were sterilized in pure ethanol for 2 hours.
- Measures to exclude oxygen: incubation vials were closed
- If no traps were used, is the test system closed/open: closed
TEST MEDIUM
- Kind and purity of water: Double destilled water, Roth, 3478
- Preparation of test medium: 1.0 mL of test substance solution (4.868 g/L) was added to 99 mL of the respective buffer solution
OTHER TEST CONDITIONS
- Incubation temperature: 50.0 °C - Duration:
- 144 h
- pH:
- 4
- Temp.:
- 50 °C
- Initial conc. measured:
- 49.17 mg/L
- Duration:
- 144 h
- pH:
- 7
- Temp.:
- 50 °C
- Initial conc. measured:
- 49.27 mg/L
- Duration:
- 479 h
- pH:
- 9
- Temp.:
- 50 °C
- Initial conc. measured:
- 49.2 mg/L
- Duration:
- 747 h
- pH:
- 9
- Temp.:
- 20 °C
- Initial conc. measured:
- 48.67 mg/L
- Duration:
- 266.5 h
- pH:
- 9
- Temp.:
- 60 °C
- Initial conc. measured:
- 52.33 mg/L
- Number of replicates:
- 2
- Positive controls:
- no
- Negative controls:
- yes
- Remarks:
- Hydrolysis after 0 hours
- Preliminary study:
- In the preliminary test (Tier 1) at 50°C the test item was stable at pH 4 and pH 7 due to the fact that the observed hydrolysis was less than 10% after five days (120 h) at the test temperature of 50°C
± 5°C. Therefore no further testing was necessary at pH 4 and pH 7. According to the guideline a half-life time at 25°C of more than one year may be estimated at pH 4 and pH 7. - Transformation products:
- not specified
- Remarks:
- Two hydrolysis products were found with monoisotopic masses of 273.07 Da and 211.04 Da
- Details on hydrolysis and appearance of transformation product(s):
- - Formation and decline of each transformation product during test: The test substance did not degrade at pH 4 and 7. In the pH 9 solution two degradation products were detected and not further identified. The diagrams show that degradation product 1 is only an intermediate species which itself undergoes abiotic degradation. Under basic conditions the graphical plot of Ln [%Imidacloprid] against time was in all cases a straight line with a correlation coefficient of 0.937 or greater. This demonstrated that at pH 9 first order kinetics was in operation at all temperatures studied.
- pH:
- 4
- Temp.:
- 25 °C
- DT50:
- > 1 yr
- Type:
- (pseudo-)first order (= half-life)
- Remarks on result:
- hydrolytically stable based on preliminary test
- Remarks:
- Preliminary test (Tier 1): Hydrolysis < 10% after 120 hours at 50 °C
- pH:
- 7
- Temp.:
- 25 °C
- DT50:
- > 1 yr
- Type:
- (pseudo-)first order (= half-life)
- Remarks on result:
- hydrolytically stable based on preliminary test
- Remarks:
- Preliminary test (Tier 1): Hydrolysis < 10% after 120 hours at 50 °C
- pH:
- 9
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0.003 d-1
- DT50:
- 240.5 d
- Type:
- (pseudo-)first order (= half-life)
- Remarks on result:
- not measured/tested
- Remarks:
- calculated based on the result of a tested temperature of 50 °C
- pH:
- 9
- Temp.:
- 20 °C
- Hydrolysis rate constant:
- 0.001 d-1
- DT50:
- 515.33 d
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 9
- Temp.:
- 50 °C
- Hydrolysis rate constant:
- 0.091 d-1
- DT50:
- 7.59 d
- Type:
- (pseudo-)first order (= half-life)
- Remarks on result:
- other:
- Remarks:
- Preliminary test (Tier 1)
- pH:
- 9
- Temp.:
- 60 °C
- Hydrolysis rate constant:
- 0.307 d-1
- DT50:
- 2.25 d
- Type:
- (pseudo-)first order (= half-life)
- Details on results:
- TEST CONDITIONS
- pH, sterility, temperature, and other experimental conditions maintained throughout the study: Yes
- Anomalies or problems encountered (if yes): In Tier 2 test set at pH 9 and 20°C, pH was not constant throughout the experiment.
PATHWAYS OF HYDROLYSIS
- Figures of chemical structures attached: Yes - Validity criteria fulfilled:
- not applicable
- Endpoint:
- hydrolysis
- Type of information:
- experimental study
- Adequacy of study:
- supporting study
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- guideline study with acceptable restrictions
- Qualifier:
- according to guideline
- Guideline:
- EPA Guideline Subdivision N 161-1 (Hydrolysis)
- Version / remarks:
- 1982
- GLP compliance:
- yes
- Radiolabelling:
- yes
- Transformation products:
- yes
- Remarks:
- Two hydrolysis products were found, but the exact chemical structures could not be elucidated
- pH:
- 9
- Temp.:
- 25 °C
- Hydrolysis rate constant:
- 0.002 d-1
- DT50:
- 355 d
- Type:
- (pseudo-)first order (= half-life)
- pH:
- 7
- Temp.:
- 25 °C
- Remarks on result:
- hydrolytically stable based on preliminary test
- pH:
- 5
- Temp.:
- 25 °C
- Remarks on result:
- hydrolytically stable based on preliminary test
- Validity criteria fulfilled:
- not applicable
- Conclusions:
- NTN 33893 was very stable in the buffer adjusted to pH 5 and pH 7 in the dark at 25°C. No hydrolysis product was observed at any sampling intervals for maximum of 30 days under the conditions. NTN 33893 degraded slightly in the buffer adjusted to pH 9 and two hydrolysis products were found. These products were accounted for less than 10 % of the radioactivity (maximum 5.3 %) during the study. The experimental half-life of NTN 33893 in pH 9 was calculated to be 355 days (Rate constant K = 1.95E-03/day).
Referenceopen allclose all
At pH 9 hydrolysis of the test item was observed at 50°C. Therefore further tests (Tier 2 and Tier 3) were performed. The hydrolysis rate constants were determined at 60°C, 50°C and 20°C. From these results hydrolysis rate constant and half-life time at 25°C was interpolated.
Description of key information
(2E)-1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imine is not hydrolytically degraded at pH 4 or 7 (DT50 > 1 year). At pH 9 and 25 °C the degradation half-life of the substance is 240.5 d.
Key value for chemical safety assessment
- Half-life for hydrolysis:
- 240.5 d
- at the temperature of:
- 25 °C
Additional information
Two GLP guideline studies on the hydrolytic degradation of the substance are available.
The first study was performed according to OECD Guideline 111 (Hydrolysis as a Function of pH) and revealed a half-life of 240.5 days at pH 9 and 25 °C. At pH 4 and 7 at a temperature of 25 °C, the DT50 was estimated to be >1 year.
This result is supported by a study performed according to EPA Guideline Subdivision N 161-1 (Hydrolysis). A half-life of 355 days was determined at pH 9 and 25 °C. At pH 5 and 7 at a temperature of 25 °C, the DT50 was estimated to be >1 year.
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